I have different purchase dates of the same item that was sold all on the same date. My question is do i make a new line for each purchase date on the 1099 b form?

[VolvoGirl]

You can put various for the date purchased.  But you should split the sale into 2 sales for short term and long term lots.   So if you bought any shares or reinvested dividends within a year of the sale they would be short term.